USPTO Patents Application 09944212

• ♦

Atty. Docket No. URE02 P-309
Express Mail No. EL415928512US

Tp a* (sfstf.rtfif1) p o t vot HAVING SET ECTABLE AND INCREASED
FT TNfTTON A T .TT Y ANF> TTRFTHANF MATERIAL PRODUCTS
FORMED US TNG THE PQLYOL

rpn^. RFFFRF.NCF TO RFT A TED APPLICATIONS

This application claims priority to the following U.S. Provisional Patent Applications:

U.S. Provisional Patent Application Serial No. 60/251,068 entitled, " TRANSESTERIFIED

POLYOL HAVING SELECTABLE AND INCREASED FUNCTIONALITY AND

URETHANE PRODUCTS FORMED USING THE POLYOL", by Thomas M. Kurth et al.,

filed December 4, 2000, the disclosure of which is hereby incorporated by reference; U.S.

Provisional Patent Application Serial No. 60/239,161 entitled, "TRANSESTERIFIED POLYOL

HAVING SELECTABLE AND INCREASED FUNCTIONALITY AND URETHANE

PRODUCTS FORMED USING THE POLYOL", by Thomas M. Kurth et al., filed October 10,

i

' 2000, the disclosure of which is hereby incorporated by reference; and U.S. Provisional Patent
1 Application Serial No. 60/230,463 entitled, "TRANSESTERIFIED POLYOL HAVING
SELECTABLE AND INCREASED FUNCTIONALITY AND URETHANE PRODUCTS
FORMED USING THE POLYOL", by Thomas M. Kurth et al., filed September 6, 2000, the
disclosure of which is hereby incorporated by reference.

KArKGROUN r> OF TT-TF. INVENTION
Because of their widely ranging mechanical properties and their ability to be relatively
easily machined and formed, plastic foams and elastomers have found wide use in a multitude of
industrial and consumer applications. In particular, urethane materials, such as foams and
elastomers, have been found to be well suited for many applications. Automobiles, for instance,

1

contain a number of components, such as cabin interior parts, that are comprised of urethane
foams and elastomers. Urethane foams are also used as carpet backing. Such urethane foams
are typically categorized as flexible, semi-rigid, or rigid foams with flexible foams generally
being softer, less dense, more pliable, and more subject to structural rebound subsequent to
loading than rigid foams.

The production of urethane foams and elastomers are well known in the art. Urethanes
are formed when isocyanate (NCO) groups react with hydroxy 1 (OH) groups. The most
common method of urethane production is via the reaction of a polyol and an isocyanate, which
forms the backbone urethane group. A cross-linking agent and/or chain extender may also be
added. Depending on the desired qualities of the final urethane product, the precise formulation
may be varied. Variables in the formulation include the type and amounts of each of the
reactants and additives.

In the case of a urethane foam, a blowing agent is added to cause gas or vapor to be
evolved during the reaction. The blowing agent is one element that assists in creating the size of
the void cells in the final foam, and commonly is a solvent with a relatively low boiling point or
water. A low boiling solvent evaporates as heat is produced during the exothermic
isocyanate/polyol reaction to form vapor bubbles. If water is used as a blowing agent, a
reaction occurs between the water and the isocyanate group to form an amine and carbon
dioxide (C0 2 ) gas in the form of bubbles. In either case, as the reaction proceeds and the
material solidifies, the vapor or gas bubbles are locked into place to form void cells. Final
urethane foam density and rigidity may be controlled by varying the amount or type of blowing
agent used.

# #

A cross-linking agent is often used to promote chemical cross-linking to result in a
structured final urethane product. The particular type and amount of cross-linking agent used
will determine final urethane properties such as elongation, tensile strength, tightness of cell
structure, tear resistance, and hardness. Generally, the degree of cross-linking that occurs
correlates to the flexibility of the final foam product. Relatively low molecular weight
compounds with greater than single functionality are found to be useful as cross-linking agents.

Catalysts may also be added to control reaction times and to effect final product qualities.
The catalysts generally effect the speed of the reaction. In this respect, the catalyst interplays
I with the blowing agent to effect the final product density. Preferably, for foam urethane
production, the reaction should proceed at a rate such that maximum gas or vapor evolution
coincides with the hardening of the reaction mass. The catalyst may also effect the timing or
speed of curing so that a urethane foam may be produced in a matter of minutes instead of
hours.

Polyols currently used in the production of urethanes are petrochemicals being generally
derived from propylene or ethylene oxides. Polyester polyols and poly ether polyols are the most
common polyols used in urethane production. For flexible foams, polyester or polyether polyols
with molecular weights greater than 2,500, are generally used. For semi-rigid foams, polyester
or polyether polyols with molecular weights of 2,000 to 6,000 are generally used, while for
rigid foams, shorter chain polyols with molecular weights of 200 to 4,000 are generally used.
There is a very wide variety of polyester and polyether polyols available for use, with particular
polyols being used to engineer and produce a particular urethane elastomer or foam having
desired particular final toughness, durability, density, flexibility, compression set ratios and
modulus, and hardness qualities. Generally, higher molecular weight polyols and lower

3

functionality polyols tend to produce more flexible foams than do lower molecular weight
polyols and higher functionality polyols. In order to eliminate the need to produce, store, and
use different polyols, it would be advantageous to have a single, versatile, renewable component
that was capable of being used to create final urethane foams of widely varying qualities.

Use of petrochemicals such as, polyester or poly ether polyols is disadvantageous for a
variety of reasons. As petrochemicals are ultimately derived from petroleum, they are a non-
renewable resource. The production of a polyol requires a great deal of energy, as oil must be
drilled, extracted from the ground, transported to refineries, refined, and otherwise processed to
yield the polyol. These required efforts add to the cost of polyols and to the disadvantageous
! environmental effects of its production. Also, the price of polyols tends to be somewhat
unpredictable. Their price tends to fluctuate based on the fluctuating price of petroleum.

Also, as the consuming public becomes more aware of environmental issues, there are
distinct marketing disadvantages to petrochemical based products. Consumer demand for
"greener" products continues to grow. As a result, it would be most advantageous to replace
polyester or poly ether polyols, as used in the production of urethane elastomers and foams, with
more versatile, renewable, less costly, and more environmentally friendly components.

The difficulties in the past that occurred due to the use of vegetable oil as the polyols to
produce a urethane product include the inability to regulate the functionality of the polyol
resulting in variations in urethane product where the industry demands relatively strict
specifications be met and the fact that urethane products, in the past, outperformed vegetable oil
based products in quality tests, such as carpet backing pull tests.

An unresolved need therefore exists for an improved functionality, vegetable oil based
polyol of increased and selectable functionality for use in manufacturing a urethane materials

# •

such as, elastomers and foams. Also needed is a method of producing such urethane materials
using the improved functionality, vegetable oil based polyol based on a reaction between
isocyanates alone or as a prepolymer, in combination with the improved functionality polyol or a
blend of the improved functionality polyol and other polyols including petrochemical based
polyols. The products and methods of the present invention are particularly desirable because
they relate to relatively inexpensive, versatile, renewable, environmentally friendly materials
such as, vegetable oil, more particularly blown soy oil, transesterified with a saccharide,
polysaccharide, or a sugar alcohol to form a polyol of increased and selectable functionality that
can be a replacement for soy or petroleum based polyether or polyester polyols typically
employed.

SUMMARY OF THE INVENTION
This invention generally relates to a new pre-coat backing system for carpeting using a
vegetable based polyol having increased and selectable functionality. The pre-coat backing
system is comprised of tufts, a primary backing and a pre-coat backing. Generally, the tufts are
interconnected through the primary backing, while the primary backing is generally comprised
of polypropylene. The pre-coat backing is comprised of the reaction product of an A-side and a
B-side, wherein the A-side is comprised of an isocyanate and the B-side is comprised of a
vegetable oil, an optional cross-linking agent and a catalyst. This invention also generally relates
to the use of transesterified polyols in all urethane containing products, as well as the use of
transesterified polyols in specific applications. Such applications include use in the residential
and commercial carpet foam backing industry.

These and other features, advantages and objects of the present invention will be further
understood and appreciated by those skilled in the art by reference to the following specification,
claims, and appended drawings.

5 DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

A new vegetable oil based polyol having increased and selectable functionality has been
developed. A two-stage transesterification process produces the new vegetable oil based polyol
as the reaction product of a multifunctional alcohol and a multifunctional component,
subsequently reacted with a vegetable oil. In the first step in the two-stage transesterification
3 process, glycerin, a suitable multifunctional alcohol, or other suitable multifunctional alcohol is
^ heated to about 230°F, and advantageously also stirred; however, a catalyst may be used instead
;[s of or in addition to heat. Next, a multifunctional component having at least two hydroxyl
jj groups preferably includes a saccharide compound, typically a monosaccharide, disaccharide, a
j polysaccharide, sugar alcohol, cane sugar, honey, or mixture thereof is slowly introduced into
the glycerin until saturated. Currently, the preferred saccharide components are fructose and
i cane sugar. Cane sugar provides greater tensile strength and fructose provides greater
elongation of the carbon chain of the polyol. Preferably, 2 parts of the saccharide compound is
added to 1 part of the multifunctional alcohol, by weight. Glycerin is a carrier for the
saccharide compound component, although it does add some functional hydroxyl groups. The
20 saccharide component is slowly added until no additional saccharide component can be added to
the glycerin solution.

It is believed that the multifunctional alcohol and the saccharide component undergo an
initial transesterification to form new ester products (precursors). As such, the functionality of

6

the new polyol is selectable. The greater the functionality of the alcohol, the greater the
functionality of the final new polyol.

Next, from about 200 to 300 grams (experimental amount) of vegetable oil, preferably
soy oil, and most preferably blown soy oil, is heated to at least about 180° F. However, the
5 temperature may be any temperature from about 180° F until the oil is damaged. Blown soy oil
provides superior results to regular vegetable oil; however, any vegetable oil or blown vegetable
oil will work. Other vegetable oils that may be utilized in the present invention include, but
should not be limited to, palm oil, saf flower oil, sunflower oil, canola oil, rapeseed oil,
cottonseed oil, linseed, and coconut oil. When these vegetable oils are used, they too are
preferably blown. However, the vegetable oils may be crude vegetable oils or crude vegetable
oils that have had the soap stock and wax compound in the crude oil removed.

r

I- Once the blown soy oil has been heated, it is slowly reacted with the heated

glycerin/saccharide ester, the first transesterification reaction product. The vegetable oil and the
first transesterification product undergo a second transesterification reaction that increases the

i; functionality of the resulting polyol. Lowering the amount of the saccharide component added
to the vegetable oil lowers the number of functional groups available to be cross-linked with an
isocyanate group when the polyol produced using the two-stage transesterification process
outlined above is used to create a urethane product. In this manner, functionality of the final
polyol produced by the transesterification process of the present invention may be regulated and

20 engineered. Therefore, more rigid urethane products are formed using a polyol produced by the
present invention by using increased amounts of a saccharide component. In addition, as
discussed above, higher functionality of the multifunctional alcohol may also increase the
functionality of the urethane products formed using the new polyol.

7

Also, Applicants currently believe that polyols having increased functionality can not
only be made by the transesteriflcation process discussed above alone, but a further increase in
functionality of the vegetable oil based polyol may also be achieved by propoxylation,
butyoxylation, or ethoxylation. Applicants believe that the addition of propylene oxide
5 (propoxylation), ethylene oxide (ethoxylation), butylene oxide, (butyloxylation), or any other
known alkene oxides to a vegetable oil, a crude vegetable oil, a blown vegetable oil, the reaction
product of the saccharide (multifunctional compound) and the multifunctional alcohol, or the
final vegetable oil based, transesterified polyol produced according to the transesteriflcation
^ process discussed above will further increase the functionality of the polyol thereby formed.

&l Moreover, it has been contemplated that the above described transesteriflcation process

id

tfl may be performed on crude or non-blown vegetable (soy) oil prior to blowing the vegetable

4| (soy) oil to form a pre-transesterified vegetable (soy) oil. The pre-transesterified vegetable (soy)

^ oil may then be blown, as known, to increase its functionality. Thereafter, the

f j transesteriflcation process discussed above may optionally be carried out again on the blown pre-

i

[J transesterified vegetable (soy) oil.

p A transesteriflcation catalyst such as tetra-2-ethylhexyl titonate, which is marketed by

St 5 is

DuPont® as Tyzor® TOT, may be used, instead of or in addition to heat. Also, known acids and
other transesteriflcation catalysts known to those of ordinary skill may also be used.

The preparation of urethanes is well known in the art. They are generally produced by
20 the reaction of petrochemical polyols, either polyester or polyether, with isocyanates. The
flexibility or rigidity of the foam is dependent on the molecular weight and functionality of the
polyol and isocyanate used.

8

Petrochemical polyol based polyurethanes can be prepared when what is known in the art
as an A-side reactant is combined with what is known in the art as a B-side reactant. The A-side
reactant of the urethane of the invention comprises an isocyanate, typically a diisocyanate such
as: 4,4' diphenylmethane diisocyanate; 2,4 diphenylmethane diisocyanate; and modified
5 diphenylmethane diisocyanate. Typically, a modified diphenylmethane diisocyanate is used.
Mondur MR Light®, an aromatic polymeric isocyanate based on diphenylmethane-diisocyanate,
and Mondur® MA-2903, a new generation MDI prepolymer, manufactured by Bayer®
Corporation, are two specific examples of possible isocyanates that can be used. It should be
understood that mixtures of different isocyanates may also be used. The particular isocyanate or

?|i isocyanate mixture used is not essential and can be selected for any given purpose or for any

y;j reason as desired by one of ordinary skill in the art.

+? The A-side of the reaction may also be a prepolymer isocyanate. The prepolymer

f|* isocyanate is the reaction product of an isocyanate, preferably a diisocyanate, and most
;=! preferably some form of diphenylmethane diisocyanate (MDI) and a vegetable oil. The
\k vegetable oil can be any of the vegetables discussed previously or any other oil having a suitable
□ number of reactive hydroxyl (OH) groups. Soy oil is particularly advantageous to use. To
preate the prepolymer diisocyanate, the vegetable oil, the transesterified vegetable oil or a
mixture of vegetable oils and transesterified vegetable oils are mixed and allowed to react until
the reaction has ended. There may be some unreacted isocyanate (NCO) groups in the
20 prepolymer. However, the total amount of active A-side material has increased through this
process. The prepolymer reaction reduces the cost of the A-side component by decreasing the
amount of isocyanate required and utilizes a greater amount of inexpensive, environmentally

9

friendly vegetable (soy) oil. Alternatively, after the A-side prepolymer is formed, additional
isocyanates may be added

The B-side material is generally a solution of a petroleum based polyester or polyether
polyol, cross-linking agent, and blowing agent. A catalyst is also generally added to the B-side
to control reaction speed and effect final product qualities. As discussed infra, the use of a
petrochemical such as, a polyester or polyether polyol is undesirable for a number of reasons.

It has been discovered that urethane materials of high quality can be prepared by
substituting the petroleum based polyol in the B-side preparation with the increased and
selectable functionality polyol produced by the transesterification process outlined above. Using
Applicants' method permits substantial regulation of the functionality of the resulting polyol
thereby making the polyols produced by Applicants' new process more desirable to the industry.
Previously, the functionality of vegetable oil based polyols varied dramatically due to, for
example, genetic or environmental reasons.

In addition to the increased and selectable functionality polyol produced by the
transesterification process outlined above, the B-side of the urethane reaction may include a
cross-linking agent. Surprisingly, a cross-linking agent is not required when using the new
transesterified polyol to form a urethane product. Typically, a blowing agent and a catalyst are
also used in the B-side of the reaction. These components are also optional, but are typically
used to form urethane product, especially foams.

A currently preferred blown soy oil typically has the following composition; however,
the amounts of each component vary over a wide range. These values are not all inclusive.
Amounts of each components of the oil vary due to weather conditions, type of seed, soil quality
and various other environmental conditions:

10

100% Pure Soybean Oil Air Oxidized

5

Moisture
Free Fatty Acid
Phosphorous
Peroxide Value
Iron

1.15 %

1-6 %, typically « 3 %
50-200 ppm
50-290 Meq/Kg
« 6.5 ppm

(naturally occurring amount)

10

Hydroxyl Number
Acid Value
Sulfur
Tin

42-220 mgKOH/g
5-13 mgKOH/g
~ 200 ppm
< .5 ppm

Blown soy oil typically contains a hydroxyl value of about 100-180 and more typically
about 160, while unblown soy oil typically has a hydroxyl value of about 30-40. The infrared
spectrum scans of two samples of the type of blown soy oil used in the present invention are
□5 shown in Figures 1 and 2. Blown soy oil and transesterified soy oil produced according to the
^ present invention have been found to have a glass transition at about -137° C to about -120° C
X depending on the saccharide component used and whether one is used at all. The glass transition
hi measures the first signs of molecular movement in the polymer at certain temperatures. The
p glass transition can be measured using a Dynamic Mechanical Thermal (DMT) analysis
L20 machine. Rheometric Scientific is one manufacturer of DMT machines useful with the present
^ invention. Applicants specifically utilize a DMTA5 machine from Rheometric Scientific.

Except for the use of the transesterified polyol replacing the petroleum based polyol, the
preferred B-side reactant used to produce urethane foam is generally known in the art.
Accordingly, preferred blowing agents, which may be used for the invention, are those that are
25 likewise known in the art and may be chosen from the group comprising 134 A HCFC, a
hydrochloroflurocarbon refrigerant available from Dow Chemical Co. of Midland, MI; methyl
isobutyl ketone (MIBK); acetone; a hydroflurocarbon; cyclopentane; methylene chloride; any
hydrocarbon; and water or mixtures thereof. Presently, a mixture of cyclopentane and water is

11

preferred. Another possible blowing agent is ethyl lactate, which is derived from soybeans and
is bio-based. At present, water is the preferred blowing agent when a blowing agent is used.
The blowing agents, such as water, react with the isocyanate (NCO) groups, to produce a
gaseous product. The concentrations of other reactants may be adjusted to accommodate the
5 specific blowing agent used in the reaction.

As discussed above, when blown soy oil is used to prepare the transesterified polyol of
the B-side, the chain extender (cross-linking agent) may be removed from the B-side of the
urethane reactions and similar properties to urethane products produced using soy oil according
to the teachings of WO 00/15684 and U.S. Patent No. 6,180,686, the disclosures of which are
f 40 hereby incorporated by reference, are achieved.

y;l If cross-linking agents are used in the urethane products of the present invention, they are

.jr. also those that are well known in the art. They must be at least di-functional (a diol). The
H preferred cross-linking agents for the foam of the invention are ethylene glycol; 1,4 butanediol;
' n diethanol amines; ethanol amines; tripropylene glycol, however, other diols and triols or greater
rj5 functional alcohols may be used. It has been found that a mixture of tripropylene glycol; 1,4
O butanediol; and diethanol amines are particularly advantageous in the practice of the present
invention. Dipropylene glycol may also be used as a cross-linking agent. Proper mixture of the
cross-linking agents can create engineered urethane products of almost any desired structural
characteristics.

20 In addition to the B-side's vegetable oil, the optional blowing agent(s), and optional

cross-linking agents, one or more catalysts may be present. The preferred catalysts for the
urethanes of the present invention are those that are generally known in the art and are most
preferably tertiary amines chosen from the group comprising DABCO 33-LV® comprised of

12

33% 1,4 diaza-bicyclco-octane (triethylenediamine) and 67% dipropylene glycol, a gel catalyst
available from the Air Products Corporation; DABCO® BL-22 blowing catalyst available from
the Air Products Corporation; POLYCAT® 41 trimerization catalyst available from the Air
Products Corporation; Dibutyltin dilaurate; Dibutyltin diacetate; stannous octane; Air Products'
5 DBU® (1,8 Diazabicyclo [5.4.0] dibutyltin dilaurate); and Air Products' DBU® (1,8
Diazabicyclo [5.4.0] dibutyltin diacetate). Other amine catalysts, including any metal catalysts,
may also be used and are known by those of ordinary skill in the art.

Also as known in the art, when forming foam urethane products, the B-side reactant may
further comprise a silicone surfactant which functions to influence liquid surface tension and
d° hereby influence the size of the bubbles formed and ultimately the size of the hardened void
q cells in a final urethane foam product. This can effect foam density and foam rebound (index of
|: elasticity of foam). Also, the surfactant may function as a cell-opening agent to cause larger
J* cells to be formed in the foam. This results in uniform foam density, increased rebound, and a
softer foam.

CS 5 A macular sieve may further be present to absorb excess water from the reaction

q mixture. The preferred molecular sieve of the present invention is available under the trade
name L-paste™.

The urethane materials (products) of the present invention are produced by combining the
A-side reactant with the B-side reactant in the same manner as is generally known in the art.
20 Advantageously, use of the transesterified polyol to replace the petroleum based polyol does not
require significant changes in the method of performing the reaction procedure. Upon
combination of the A and B side reactants, an exothermic reaction ensues that may reach
completion in anywhere from a few seconds (approximately 2-4) to several hours or days

13

depending on the particular reactants and concentrations used. Typically, the reaction is carried
out in a mold or allowed to free rise. The components may be combined in differing amounts to
yield differing results, as will be shown in the Examples presented below.

A petroleum based polyol such as polyether polyol (i.e., Bayer corporation's Multranol®
5 3901 polyether polyol and Multranol® 9151 polyether polyol), polyester polyol, or polyurea
polyol may be substituted for some of the transesterified polyol in the B-side of the reaction,
however, this is not necessary. This preferred B-side formulation is then combined with the A-
side to produce a urethane material. The preferred A-side, as discussed previously, is
comprised of methylenebisdiphenyl diisocyanate (MDI) or a prepolymer comprised of MDI and
r4° a vegetable oil, preferably soy oil or a prepolymer of MDI and the transesterified polyol.
y;i Flexible urethane foams may be produced with differing final qualities by not only

£ regulating the properties of the transesterified polyol, but by using the same transesterified
J;= polyol and varying the particular other reactants chosen. For instance, it is expected that the use
J 5 , of relatively high molecular weight and high functionality isocyanates will result in a less
[15 flexible foam than will use of a lower molecular weight and lower functionality isocyanate when
q used with the same transesterified polyol. Likewise, as discussed earlier, the higher the
functionality of the polyol produced by the transesterification process, the more rigid the foam
produced using it will be. Moreover, it has been contemplated that chain extenders may also be
employed in the present invention. For example, butanediol, in addition to acting as a cross-
20 linker, may act as a chain extender.

Urethane elastomers can be produced in much the same manner as urethane foams. It
has been discovered that useful urethane elastomers may be prepared using the transesterified
polyol to replace some of or all of the petroleum based polyester or the polyether polyol. The

14

preferred elastomer of the invention is produced using diphenylmethane diisocyanate (MDI) and
the transesterified polyol. A catalyst may be added to the reaction composition. The resulting
elastomer has an approximate density of about 52 lb. to about 75 lb. per cubic foot.

The following examples are the preparation of transesterified polyol of the present
5 invention, as well as foams and elastomers of the invention formed using the transesterified
polyol. The examples will illustrate various embodiments of the invention. The A-side material
in the following examples is comprised of modified diphenylmethane diisocyanate (MDI), unless
otherwise indicated; however, any isocyanate compound could be used.

Also, "cure," if used in the following examples, refers to the final, cured urethane
40 product taken from the mold. The soy oil used in the following examples is blown soy oil.
Jj Catalysts used include "DABCO 33-LV®, " comprised of 33 % 1 ,4-diaza-bicyclo-octane and 67 %
= r= dipropylene glycol available from the Air Products Urethanes Division; "DABCO® BL-22," a
N tertiary amine blowing catalyst also available from the Air Products Urethanes Division;
L "POLYCAT® 41" (n, n', n", dimethylamino-propyl-hexahydrotriazine tertiary amine) also
*p available from the Air Products Urethanes Division; dibutyltin dilaurate (T-12); dibutyltin
g diacetate (T-l); and Air Products DBU® (1,8 Diazabicyclo [5.4.0]). The structures of the Air
Products DBU®'s (1,8 Diazabicyclo [5.4.0]) used in the present invention are shown in
Figure 4.

A blowing catalyst in the following examples effects the timing of the activation of the
20 blowing agent. Some of the examples may include "L-paste™," which is a trade name for a
molecular sieve for absorbing water. Some may also contain "DABCO® DC-5160" or "Air
Products DC 193®", both are silicone surfactants available from Air Products Urethane Division.

15

EXAMPLES

All percentages referred to in the following examples refer to weight percent, unless
otherwise noted.
Example 1
5 Transesterification

10

Jl5

25

30

2.5%
5.0%
92.5%

Elastomer Formation

Glycerin
Sorbitol

Polyurea polyol and Blown soy oil mixture

B-side:

97 g

3%

A-side:

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Butanediol (cross-linker)

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 55 parts A-side to 100 parts B-

side.

Example 2

Transesterification

2.5%
5.0%
92.5%

Elastomer Formation
B-side :

97%
3%

Glycerin
Sorbitol

Polyurea polyol and Blown soy oil

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol (chain extender)

16

10

20

25

30

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 46 parts A-side to 100 parts B-

side.

Example 3

5 Transesterification

2.5%
5.0%
92.5%

Elastomer Formation

Glycerin
Sorbitol
Blown soy oil

B-side:

97%

3%

A-side:

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-

side.

Example 4

Transesterification

5.0%

10.0%

85.0%

Elastomer Formation

Glycerin
Sorbitol
Blown soy oil

B-side:

97%

3%

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

17

Jt5

20

25

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-

side.

Example 5

5 Transesterification

10.0%
20.0%
70.0%

Elastomer Formation
10 B-side :

Glycerin
Sorbitol
Blown soy oil

3.0 g

A-side:

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(l,8Diazabicyclo [5.4.0])
Dipropylene glycol

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-

side.

Example 6

Transesterification

12.0%
24.0%
12.0%
52.0%

Elastomer Formation
B-side:

Glycerin
Sorbitol

Polyurea polyol
Blown soy oil

Transesterified polyol formed above

Heat (190°F) was used to catalyze the reaction

Butanediol (cross-linker)

A-side:

Modified monomeric MDI (Mondur® MA-2903)

18

10

15

20

25

Example 7

Transesterification

5.0%

10.0%

85%

Elastomer Formation

Glycerin
Sorbitol

Polyurea polyol and Blown soy oil mixture

B-side:

40.0 g
0.3 g

10.0 g
3.0 g

A-side:

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Polyether polyol (Bayer Multranol® 9151)
Dipropylene glycol

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 38 parts A-side to 100 parts B-

side.

30

Example 8

Transesterification

5.0%

10.0%

85%

Elastomer Formation
B-side :

30.0 g
20.0 g
3.0 g

3.0 g

Glycerin
Sorbitol

Polyurea polyol and Blown soy oil mixture

Transesterified polyol formed above
Polyether polyol (Bayer Multranol® 9151)
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

A-side:

Modified monomeric MDI (Mondur® MA-2903)

19

10

m

25

30

The B-side was combined with the A-side in a ratio of 31 parts A-side to 100 parts B-

side.

Example 9

Transesterification

5.U70

10.0%
85.0%

Elastomer Formation

Glycerin
Sorbitol
Blown soy oil

B-side:

50.0 g
0.4 g

3.0 g

A-side :

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 60 parts A-side to 100 parts B-

side.

Example 10

Transesterification

5.0%
10.0%
5.0%
80.0%

Elastomer Formation
B-side :

40.0 g
0.4 g

2.4 g

Glycerin
Sorbitol
Polyurea polyol
Blown soy oil

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

A-side:

Modified monomeric MDI (Mondur® MA-2903)

20

10

Jt5

The B-side was combined with the A-side in a ratio of 40 parts A-side to 100 parts B-

side.

Example 1 1

Transesterification

5.0%
10.0%
5.0%
80.0%

Elastomer Formation
B-side :

40.0 g
0.4 g

2.4 g

A-side:

Glycerin
Sorbitol
Polyurea polyol
Blown soy oil

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 100 parts A-side to 100 parts B-

side.

20

25

30

Example 12

Transesterification

5.0%
10.0%
12.0%
73.0%

Elastomer Formation

B-side :

50.0 g
0.4 g

3.0 g

Glycerin
Sorbitol
Polyurea polyol
Blown soy oil

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])
Dipropylene glycol

21

10

20

25

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
and cured at a temperature of 162° F.
Example 13

Transesterification

5.0%

10.0%

85.0%

Elastomer Formation
B-side :

50.0 g
0.4 g

3.0 g

A-side:

Glycerin
Sorbitol
Blown soy oil

Transesterified polyol formed above
Air Products DBU® = urethane catalyst

(l,8Diazabicyclo [5.4.0])
Dipropylene glycol

Modified monomeric MDI (Mondur® MA-2903)
The B-side was combined with the A-side in a ratio of 80 parts A-side to 100 parts B-side
and cured at a temperature of 166° F.
Example 14

Transesterification

5.0%

10.0%

85.0%

Elastomer Formation

Glycerin
Sorbitol
Blown soy oil

B-side:

50.0 g
0.4 g
3.0 g

Transesterified polyol formed above
Dibutyltin diacetate (T-l) - catalyst
Dipropylene glycol

A-side:

Modified monomeric MDI (Mondur® MA-2903)

22

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
and cured at a temperature of 153° F.
Example 15

Transesterification

5 1.0% (6.66g) Glycerin

3.0% (13. 4g) Sorbitol

400.0 g Blown soy oil

This mixture was heated at 196° F for 1.5 hours.

Example 16

10 20.0 g of Glycerin heated and stirred at 178° F

Introduced 40.0 g sorbitol slowly for about 4 minutes

□ Stayed milky until about 15 minute mark

y;i At temperatures above 120° F, the solution was very fluid and clear. At temperatures

y;| under 120° F, the solution was clear; however, it was very viscous.

JE5 Added this mixture to 200.0 g of blown soy oil

£ 200.0 g of blown soy oil heated to 178° F

I % Introduced sorbitol, glycerin mixture as follows:

{7. Added 10.0 g turned very cloudy within 30 seconds. Could not see the bottom of the

1 " beaker

:2p

|j Still very cloudy after 5 minutes and added 10.0 g

Lj Viscosity increased and had to reduce paddle speed after 10 minutes

M Viscosity reduced somewhat after about 18 minutes

□ A further reduction in viscosity after about 21 minutes

135

This was mixed in a 500 ML beaker with a magnetic paddle. The scientists were not
able to see through the beaker. After about 21 minutes, a vortex appended in the surface
indicating a further reduction in viscosity. At this time, the mixture lightened by a visible
amount. Maintained heat and removed.

30

Reacted the new polyol with Modified Monomeric MDI, NCO-19.

New Polyol 100%
DBU 0.03%
35 MDI 50 p to 100 p of about Polyol

Reaction:

Cream time about 30 seconds

Tack free in about 45 seconds

Good physical properties after about 2 minutes

23

# •

The reaction looked good, the material showed no signs of blow and seemed to be a good
elastomer. It does however exhibit some signs of too much crosslinking and did not have the
amount of elongation that would be optimal.

A comparative reaction run along side with the un-modified blown soy oil was not tack
free at 24 hours.

Example 17

Transesterification

10 1.0% Glycerin

3.0% Sorbitol

96.0% Blown soy oil

Elastomer Formation

B-side :

yft 5 50.0 g Transesterified polyol formed as in Example 15

tfl 0.5 g Dibutyltin diacetate (Tl) - catalyst

t! 3 . 0 g Dipropy lene glycol

[If A-side: Modified monomeric MDI (Mondur® MA-2903)

^ The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side

3l) and cured at a temperature of 154° F for 4 minutes.

M Example 18

H B-side:

50.0 g Transesterified polyol formed from 20g Dipropylene

Glycol, 5g Glycerin, and 20g sorbitol blended with 200g
25 blown soy oil

0.3 g Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-

30 side.

24

10

J15

Example 19

Transesterificatinn

750 g
150 g
75 g

Blown soy oil
Glycerin
Cane sugar

Example 20

B-side :

40.0 g
10.0 g
1.5 g

1-5 g
0.6 g

Transesterified polyol formed as in Example 19
Polyether polyol (Bayer Multranol® 9151)
Dipropylene Glycol
Butanediol
Dibutyltin diacetate

A-side :

Modified monomeric MDI (Mondur® MA-2903)
The B-side was combined with the A-side in a ratio of 57 parts A-side to 100 parts B-side
and was set up on 20 seconds.

Example 21

B-side :

50.0 g Transesterified polyol formed as in Example 19

10.0 g Polyether polyol (Bayer Multranol® 9151)

1.5 g Dipropylene Glycol

1.5 g Butanediol

0.6 g Dibutyltin diacetate (Tl)

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 71 parts A-side to 100 parts B-

25 side.

Example 22

B-side:

40.0 g Transesterified polyol formed as in Example 19

10.0 g Polyether polyol (Bayer Multranol® 9151)

25

1.5 g Dipropylene Glycol

1.5 g Butanediol
0.6 g Dibutyltin diacetate (Tl)

A-side : Modified monomelic MDI (Mondur® MA-2903)

5 The B-side was combined with the A-side in a ratio of 45 parts A-side to 100 parts B-

side.

Example 23

B-side :

100.0 g

10 20.0 g

3.0 g
3.0 g

o 0.7 g

y;i 228.6

4J5 A-side : Modified monomeric MDI (Mondur® MA-2903)

[ y The B-side was combined with the A-side in a ratio of 25 parts A-side to 100 parts B-

1 " side.

r; Example 24

U B-side :

Transesterified polyol formed as in Example 19
Transesterification from Example 25
Dipropylene Glycol

Air Products DBU® = urethane catalyst
(1,8 Diazabicyclo [5.4.0])

25 A-side : Modified monomeric MDI (Mondur® MA-2903).

The B-side was combined with the A-side in a ratio of 57 parts A-side to 100 parts B-side

and was set up on 20 seconds.

Transesterified polyol formed as in Example 19
Polyether polyol (Bayer Multranol® 9151)
Dipropylene Glycol
Butanediol

Dibutyltin diacetate (Tl)
calcium carbonate filler

20.0 g
5.0 g
0.6 g
0.7 g

26

Example 25

Transesterification

100 g Blown soy oil

27 g 63% glycerin and 37% cane sugar reaction

5 product mixture

The above was heated at a temperature of 230°F and mixed for 15 minutes.

Example 26

Transesterification

100.0 g Blown soy oil
10 13.5 g 63% glycerin and 37% cane sugar reaction

product mixture

rj The above was heated at a temperature of 220°F.

y;j Example 27

£ Transesterification

flj5 400 g Blown soy oil

l f 12 g 33 % Glycerin and 66% Sorbitol

The glycerin and sorbitol product was preheated to 195° F. The total mixture was

P heated for 15 minutes at 202° F.

r20 Example 28

B-side:

50.0 g Transesterified polyol formed as in Example 27

3 . 0 g Dipropy lene glycol

0.5 g Dibutyltin diacetate (Tl) - catalyst

25 A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side

at a temperature of 134° F for 4 minutes.

27

Example 29

B-side :

50.0 g Transesterified polyol formed as in Example 27

3 . 0 g Dipropy lene glycol

5 0.8 g Dibutyltin diacetate (Tl) - catalyst

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 67 parts A-side to 100 parts B-

side.

Example 30
10 B-side :

p 50.0 g Transesterified polyol formed as in Example 27

y;| 3.0 g Dipropy lene glycol

y;i 1.5 g Water

4* 0 8 g Dibutyltin diacetate (Tl) - catalyst

f^ 5 A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 90 parts A-side to 100 parts B-

?i side.

tl Example 31

y= B-side :

20 50.0 g Transesterified polyol formed as in Example 27

3.0 g Dipropylene glycol

1.5 g Water

0.8 g Dibutyltin diacetate (Tl) - catalyst

0.2 g Silicon surfactant (Air Products® DC 193)

25 A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-

side.

28

•

Example 32

B-side:

50.0 g
3.0 g
1.5 g
0.6 g
0.3 g

A-side:

Transesterified polyol formed as in Example 27

Dipropylene glycol

Water

Dibutyltin diacetate (Tl) - catalyst
Tertiary block amine catalyst

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 74 parts A-side to 100 parts B-

10 side.

Example 33

B-side:

50.0 g
3.0 g
1.5 g
0.2 g

11 g

A-side:

Transesterified polyol formed as in Example 27

Dipropylene glycol

Water

Silicon surfactant (Air Products® DC 193)
Dibutyltin diacetate (Tl) - catalyst

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 55 parts A-side to 100 parts B-

f20 side.

Example 34

Transester ification :

50.0 g
6.0 g

Blown soy oil

33% Glycerin and 66% Sorbitol reaction product mixture

25 Example 35

B-side :

50.0 g Transesterified polyol formed as in Example 34

3.0 g Dipropylene glycol

0.6 g Dibutyltin diacetate (Tl) - catalyst

29

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side

at a temperature of 148° F for 3 minutes.

Example 36

Transesterification

20.0 g Glycerin

40.0 g Brown cane sugar

The above was heated at a temperature of 250° F and mixed. 30 g of wet mass was
recovered in a filter and removed.
Example 37

B-side:

50.0 g Transesterified polyol formed as in Example 36

3.0 g Dipropylene glycol

1 .0 g Dibutyltin diacetate (Tl) - catalyst

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 67 parts A-side to 100 parts B-
side at a temperature of 171° F for one minute.
Example 38

B-side:

50.0 g Transesterified polyol formed as in Example 36

3 . 0 g Dipropylene glycol

1 .0 g Dibutyltin diacetate (Tl) - catalyst

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 67 parts A-side to 100 parts B-side
at a temperature of 146° F for 1.5 minutes.

30

Example 39

B-side:

50.0 g Transesterified polyol formed as in Example 36

3 . 0 g Dipropy lene glycol

5 0.5 g Dibutyltin diacetate (Tl) - catalyst

A-side : Mondur® MR light

The B-side was combined with the A-side in a ratio of 20 parts A-side to 100 parts B-side

at a temperature of 141° F for 2 minutes.

Example 40

10 B-side :

O 50.0 g Transesterified polyol formed as in Example 36

tfj 3.0 g Dipropy lene glycol

y J 1 .0 g Dibutyltin diacetate (Tl) - catalyst

CSS*

J A-side : Mondur® MR light

J4-5 The B-side was combined with the A-side in a 1 : 1 ratio A-side to B-side at a temperature

□ of 152° F and for 1 minute.

W Example 41

Transesterification

350.0 g Blown soy oil

20 60.0 g Glycerin

35.0 g White cane sugar

The above was heated at a temperature of 240°F.

Example 42

B-side :

25 50.0 g Transesterified polyol formed as in Example 41

(preheated to 101° F)

3.0 g Dipropylene glycol

1 . 0 g Dibutyltin diacetate (T 1) - catalyst

31

# •

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
at a temperature of 193° F for 30 seconds.

Example 43

B-side:

10

:f5

25

50.0 g Transesterified polyol formed as in Example 42

(preheated to 101° F)
3.0 g Dipropylene glycol

0.8 g Dibutyltin diacetate (Tl) - catalyst

A-side : Mondur® MR light

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
and reached a temperature of 227° F for 20 seconds.
Example 44

Transesterification

35.9 g Glycerin
6.9 g Cane sugar

20.0 g Trimethylolpropane (preheated to 190° F)

30 g of the above mixture was combined with 300 g of blown soy oil.
Example 45

Step 1

Step 2
Step 3

Example 46

Heated 60 g trimethylolpropane

(melting point of about 58° C, about 136.4° F) to liquid

Heated 30 g water and added 30 g cane sugar

Added 60 g water and cane sugar to 60 g

trimethylolpropane and slowly raised the heat over 3 hours

to 290° F. This drove off the water.

B-side:

30

20.0 g

Transesterified polyol formed as in Example 44

32

0.5 g Dibutyltin diacetate (Tl) - catalyst

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 40 parts A-side to 100 parts B-

side.

5 Example 47

Transesterification

1000 g Glycerin
500 g Cane sugar

10 The above was mixed at a temperature of 230°F for 20 minutes.

Example 48

y;j Transesterification:

22.3 g Reaction product formed as in Example 47

H» 100.0 g Blown soy oil

*p The above mixture was heated at a temperature of 227° F for 20 minutes.

Ih Example 49

0 50 g Water

u 50 g Cane sugar

? sh The above was mixed and heated at a temperature of 85° F for 20 minutes.

20 Example 50

Transesterification

20 g Reaction mixture formed as in Example 53

100 g Blown soy oil

The above was heated at a temperature of 185° F for 20 minutes, then heated to a
25 temperature of 250° F for 80 minutes.

33

Example 51

B-side:

20.0 g Transesterified polyol formed as in Example 50

0.4 g Dibutyltin diacetate (Tl) - catalyst

A-side : Mondur® MR light
The B-side was combined with the A-side in a ratio of 56 parts A-side to 100 parts B-

side.

Example 52

B-side :

20.0 g Transesterified polyol formed as in Example 50

0.8 g Dibutyltin diacetate (Tl) - catalyst

A-side : Mondur® MR light
The B-side was combined with the A-side in a ratio of 54 parts A-side to 100 parts B-

side.

Example 53

Transesterification

3200 g Blown soy oil (5% sugar by volume)

48 g 67% Glycerin and 37% Cane sugar mixture

Example 54

B-side :

60.0 parts by weight Transesterified polyol formed as in Example 19

40.0 parts by weight Polyether Polyol (Bayer® Multranol® 3901)

5.0 parts by weight Dipropylene Glycol

2.0 parts by weight Dibutyltin diacetate (Tl) - catalyst

2. 1 parts by weight Water

109.0 parts by weight Calcium Carbonate (filler)

A-side : Mondur® MR light

34

10

215

120

25

The B-side was combined with the A-side in a ratio of 56 parts A-side to 100 parts B

side.

Example 55

B-side:

50.0 g
3.0 g
1.0 g
0.8 g
54.7 g

A-side :

Transesterified polyol formed as in Example 19

Dipropylene glycol

Water

Dibutyltin diacetate (Tl) - catalyst
Calcium Carbonate (filler)

Bayer Corporation's Mondur® MA-2901 (Isocyanate)

The B-side was combined with the A-side in a ratio of 40 parts A-side to 100 parts B

side.

Example 56

B-side :

40.0 g
10.0 g
1.5 g
1.5 g
1.0 g
55 g

A-side :

Example 57

Transesterification

70.0 g
33.0 g
60.0 g

Transesterified polyol formed as in Example 53

Polyether polyol

Dipropylene glycol

Butanediol

Water

Calcium Carbonate (filler)

Modified monomeric MDI (Mondur® MA-2903)

Trimethylolpropane

Pentaethertrol

Sugar

The above was heated to a temperature of 237° F and added 15.0 g of this reaction
product to 100.0 g of blown soil oil.

30

35

Example 58

B-side:

50.0 g Transesterified polyol formed as in Example 53

3.0 g Dipropylene Glycol

1 .0 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 41 parts A-side to 100 parts B-side

at a temperature of 151° F for 1 minute.

Example 59

B-side:

50.0 g Transesterified polyol formed as in Example 53

3.0 g Dipropylene Glycol

1 .0 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
at a temperature of 177° F for 1 minute.
Example 60

B-$ide :

50.0 g Transesterified polyol formed as in Example 53

3.0 g Dipropylene glycol

3.0 g Dibutyltin diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 45 parts A-side to 100 parts B-side
at a temperature of 165° F for 10 seconds.

36

Example 61

Transesterification

200 g Blown soy oil

20 g Trimethylolpropane

The above was heated to a temperature of 220° F for 30 minutes.

Example 62

B-side :

50.0 g Transesterified polyol formed as in Example 61

3 . 0 g Dipropylene Glycol

1.0 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side

at a temperature of 168° F for 35 seconds.

Example 63

Transesterification:

200 g Blown soy oil

20 g Trimethylolpropane

The above was heated at a temperature of 325° F for 1 hour. The trimethylolpropane

did not dissolve completely.

Example 64

B-side:

50.0 g
3.0 g
1.0 g

A-side :

Transesterified polyol formed as in Example 63
Dipropylene Glycol
Dibutyltin Diacetate (Tl)

Modified monomeric MDI (Mondur® MA-2903)

37

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
at a temperature of 151° F for 1 minute.
Example 65

Transesterification

5 100.0 g Blown soy oil

5 . 9 g Tr imethy lolpropane

The above was heated at a temperature of 235° F.

Example 66

B-side :

10 50.0 g Transesterified polyol formed as in Example 65

O 3.0 g Dipropylene Glycol

y;I 1 .0 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

\ i5 The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side

^' at a temperature of 162° F for 1 minute.

m Example 67

: : 5

?« B-side :

^ 50.0 g Transesterified polyol formed as in Example 65

20 3.0 g Dipropylene Glycol

1 .0 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
at a temperature of 166° F for 1 minute.
25 Example 68

Transesterification

2000 g Blown soy oil

38

10

100 g Trimethylolpropane
The above was heated at a temperature of 200° F for 2 hours.
Example 69

B-side :

50.0 g Transesterified polyol formed as in Example 68

3.0 g Dipropylene Glycol

1 .0 g Dibutyltin Diacetate (T 1)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The above was heated at a temperature of 166° F for 1 minute.
Example 70

B-side:

115

50.0 g
4.0 g
1.4 g
1.3 g

A-side :

Transesterified polyol formed as in Example 68
Dipropylene Glycol
Dibutyltin Diacetate (Tl)
Water

Modified monomeric MDI (Mondur® MA-2903)

Example 71

B-side :

20

50.0 g
3.0 g
1.0 g

Transesterified polyol formed as in Example 68
Dipropylene Glycol
Dibutyltin Diacetate (Tl)

25

A=side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 61 parts A-side to 100 parts B-side
at a temperature of 172°F for 1 minute.
Example 72

B-side :

50.0 g Transesterified polyol formed as in Example 68

2.0 g Dibutyltin diacetate (Tl)

39

A-side : Modified monomer ic MDI (Mondur® MA-2903)

The above was heated at a temperature of 135 °F.

Example 73

Transesterification

5 200.0 g Blown soy oil

4.0 g Trimethylolpropane

The above was heated at a temperature of 205° F.

Example 74

B-side :

10 50.0 g Transesterified polyol formed as in Example 73

;:| 2.0 g Dibutyltin diacetate (Tl)

£1 A-side : Modified monomeric MDI (Mondur® MA-2903)

j" The B-side was combined with the A-side in a ratio of 45 parts A-side to 100 parts B-side

^ at a temperature of 126° F.

[15 Example 75

S3 J!;

LJ Transesterification

O 400 g Blown soy oil

^ 62 g 66.7% Glycerin and 33.3 % cane sugar mixture

The above mixture was heated at an average temperature of 205° F.
20 Example 76

B-side :

40.0 g Transesterified polyol formed as in Example 53

1.5 g Dipropylene Glycol

1.5 g Butanediol

25 0.4 g Dibutyltin Diacetate (Tl)

10.0 g Polyether Polyol (Bayer Multranol® 3901)® 3901

A-side : Modified monomeric MDI (Mondur® MA-2903)

40

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

Example 77

B-side :

40.0 g
1.5 g
1.5 g
0.4 g
10.0 g

A-side :
The B-side was combined

side.

Example 78

B-sidg:

40.0 g Transesterified polyol formed as in Example 75

1 .5 g Dipropylene Glycol

1.5 g Butanediol

0.4 g Dibutyltin Diacetate (Tl)

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 42 parts A-side to 100 parts B-

side.

Example 79

B-side :

20.0 g Transesterified polyol formed as in Example 75

0.4 g Dibutyltin Diacetate (Tl)

A-side: Modified monomeric MDI (Mondur® MA-2903)

Transesterified polyol formed as in Example 53

Dipropylene Glycol

Butanediol

Dibutyltin Diacetate (Tl)

Polyether Polyol (Bayer Multranol® 9151)

Modified monomeric MDI (Mondur® MA-2903)

with the A-side in a ratio of 62 parts A-side to 100 parts B-

41

The B-side was combined with the A-side in a ratio of 42 parts A-side to 100 parts B- .

side.

Example SO

B-side :

5 100.0 g Transesterified polyol formed as in Example 75

2.9 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 44 parts A-side to 100 parts B-

side.
10 Example 81
yll Transesterification

H;= 350 g Blown soy oil

52 g 66.7% Glycerin and 33.3% cane sugar mixture

The above was heated at a temperature of 194° F for 4 hours.

r|5 Example 82

Ly B-side:

40.0 g

Transesterified polyol formed as in Example 53

1.5 g

Dipropylene Glycol

1.5 g

Butanediol

20

0.3 g

Dibutyltin Diacetate (Tl)

10.0 g

Polyether Polyol (Bayer® Multranol® 3901)

97.0 g

Calcium Carbonate (filler)

A-side:

Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

25 side.

42

Example 83

B-side:

20.0 g

Transesterified polyol formed as in Example 53

1.5 g

Dipropylene Glycol

1.5 g

Butanediol

0.4 g

Dibutyltin Diacetate (Tl)

0.4 g

Dibutyltin Dilaurate (T12)

8.0 g

Polyether Polyol (Bayer® Multranol® 3901)

Mondur® MR Light

The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

side.

Example 84

Transesterification

400.0 g Blown soy oil

6.0 g Vinegar (to add acidic proton);

hydrogen chloride may also be added
60.0 g 66.7% Glycerin and 33.3% Cane sugar mixture

The above was heated at a temperature of 210° F for 1 hour.

Example 85

B-side:

40.0 g Transesterified polyol formed as in Example 84

0.8 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 42 parts A-side to 100 parts B-

side.

Example 86

B-side :

40.0 g Transesterified polyol formed as in Example 84

43

0.8 g Dibutyltin Diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)
The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

side.
5 Example 87

Transesterificatipn
First step :

80.0 g 66.7% Glycerin and 33.3% Cane sugar

0.8 g Vinegar

10 The above was heated at a temperature of 260° F for 30 minutes.

2 Second step:

4« 60 g of the above reaction product was reacted with 400 g blown soy oil

HI and mixed for 30 minutes.

Example 88

35 B-side :

L'l 50.0 g Transesterified polyol formed as in Example 87

O 1 .0 g Dibutyltin diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 42 parts A-side to 100 parts B-

20 side.

Example 89

B-side :

20.0 g Transesterified polyol formed as in Example 87

0.5 g Dibutyltin diacetate (Tl)

25 20.0 g Bayer® Multranol®

44

A-side : Mondur® MR Light

The B-side was combined with the A-side in a ratio of 92 parts A-side to 100 parts B-side
at a temperature of 240° F for 20 seconds.
Example 90
5 B-side :

50.0 g Blown soy oil

1.7 g Dibutyltin diacetate (Tl)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 42 parts A-side to 100 parts B-

10 side.
y:I Example 91
H" Transesterification

\ Vi 50.0 g Blown soy oil

100.0 g Bayer® Multranol® 9185

f!5 The above was heated to a temperature of 100° F for 5 hours.

hi Example 92

O B-side:

50.0 g Transesterified polyol formed as in Example 91

0.7 g Dibutyltin diacetate (Tl)

20 A-side : Mondur® MR Light

The B-side was combined with the A-side in a ratio of 56 parts A-side to 100 parts B-

side.

Example 93

Transesterification
25 80.0 g Blown soy oil

45

#

10

115

20

20.0 g Polyether Polyol Bayer® Multranol® 3901
The above was heated to a temperature of 100° C.
Example 94

B-side :

50.0 g Blown soy oil

0. 8 g Dibutyltin Dilaurate (T12)

5.0 g Butanediol

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 64 parts A-side to 100 parts B-side

at a temperature of 167° F for 90 seconds.

Example 95

B-side :

50.0 g Blown soy oil

15.0 g Butanediol

0.8 g Dibutyltin Dilaurate (T12)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 131 parts A-side to 100 parts B-

side at a temperature of 224° F for 20 seconds.

Example 96

2000 g
6g
6g
40 g

Transesterified polyol formed as in Example 80

Dipropylene glycol

Butanediol

Polyether Polyol (Bayer® Multranol® 3901)

Example 97

25

B-side:

50.0 g
0.3 g

Transesterified prepolymer polyol formed as in Example 96
Dibutyltin Dilaurate (T12)

46

A-side : Modified monomeric MDI (Mondur® MA-2903)
The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-side
for 120 seconds.
Example 9ft

B-side :

50.0 g Transesterified prepolymer polyol formed as in Example 96

0.2 g Dibutyltin Dilaurate (T12)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-side

for 160 seconds.

Example 99

B-side:

50.0 g Transesterified prepolymer polyol formed as in Example 96

0.4 g Dibutyltin Dilaurate (T12)

A-side: Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-side

for 80 seconds.

Example 100

B-side :

40.0 g Transesterified prepolymer polyol formed as in Example 96

0.2 g Dibutyltin Dilaurate (T12)

A-side: Mondur® MR Light mixed with 15% blown soy oil

for 120 seconds.

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

47

Example 101

Transesterification

400 g Blown soy oil

60 g 66.7% Glycerin and 33% Cane sugar mixture

The above was heated at a temperature of 198° F for 5 hours.
Example 102

B-side:

50.0 g Transesterified polyol formed as in Example 101

0.8 g Dibutyltin Dilaurate (T12)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 42 parts A-side to 100 parts B-side
at a temperature of 149° F for 260 seconds.
Example 103

B-side:

40.0 g Transesterified polyol formed as in Example 81

0.9 g Dibutyltin Dilaurate (T12)

10.0 g Bayer® Multranol®

A-side : Mondur® MR Light

The B-side was combined with the A-side in a ratio of 56 parts A-side to 100 parts B-side
at a temperature of 189° F for 190 seconds.
Example 104

B-side:

40.0 g Transesterified polyol formed as in Example 81

3.0 g Butanediol

0. 9 g Dibutyltin Dilaurate (T 12)

10.0 g Bayer® Multranol®

48

A-side : Mondur® MR Light

The above was heated at a temperature of 220° F for 116 seconds.
Example 105

Transesterification

400 g
60 g

Blown soy oil

66.7% Glycerin and 33.3% Cane Sugar

Example 106

B-side:

10

50.0 g
0.8 g

Transesterified polyol formed as in Example 81
Dibutyltin Dilaurate (T12)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

=sp::

side.

Example 107

1X5

B-side:

50.0 g Transesterified polyol formed as in Example 101

0.9 g Dibutyltin Dilaurate (T12)

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 14 parts A-side to 100 parts B-

20 side.

25

Example 108

Transesterification

200.0 g Blown soy oil
14.3 g Honey

The above was heated at a temperature of 200° F for 3 hours.

49

Example 109

B-side:

50.0 g Transesterified polyol formed as in Example 81

0. 1 g Dibutyltin Dilaurate (T 12)

5 10.0 g Polyether Polyol (Bayer® Multranol® 3901)

1.5 g Dipropylene glycol

1 .5 g Butanediol

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

10 side.

Example 110
O B-side :

40.0 g Transesterified polyol formed as in Example 81

1;: 0.2 g Dibutyltin Dilaurate (T12)

35 10.0 g Polyether Polyol (Bayer® Multranol® 3901)

Cu 1-5 g Dipropylene glycol

hi 1.5 g Butanediol

■ " 0.2 g Air Products DBU® = urethane catalyst

O (1,8 Diazabicyclo [5.4.0])

5=20 A-side : Modified monomeric MDI (Mondur® MA-2903)

Y Tne B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

Example 111

B-side:

25 80.0 g Transesterified polyol formed as in Example 81

20.0 g Polyether Polyol (Bayer® Multranol® 3901)

3.0 g Dipropylene glycol

3.0 g Butanediol

0.4 g Air Products DBU® = urethane catalyst
30 (1,8 Diazabicyclo [5.4.0])

A-side: Modified monomeric MDI (Mondur® MA-2903)

50

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

Example 112

B-side :

80.0 g Transesterified polyol formed as in Example 81

20.0 g Polyether Polyol (Bayer® Multranol® 3901)

3.0 g Dipropylene glycol

3.0 g Butanediol

0.6 g Air Products DBU® = urethane catalyst
(1,8 Diazabicyclo [5.4.0])

A-side : Modified monomeric MDI (Mondur® MA-2903)

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

Example 113

B-side :

50.0 g Transesterified polyol formed as in Example 81

0.8 g Dibutyltin Dilaurate (T12)

10.0 g Polyether Polyol (Bayer® Multranol® 3901)

62.0 g Calcium Carbonate filler

A-side : Mondur® MR Light

The B-side was combined with the A-side in a ratio of 56 parts A-side to 100 parts B-

side.

Example 115

B-side :

50.0 g Transesterified polyol formed as in Example 81

0.2 g Dibutyltin Dilaurate (T12)

0.2 g Air Products DBU® = urethane catalyst

(1,8 Diazabicyclo [5.4.0])

A-side :

51

20 % Modified monomeric MDI (Mondur® MA-2903)

80 % Mondur® MR Light

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

Example 1 16

Transesterification

389.0 g Blown soy oil

13.0 g Dipropylene glycol

3 1 .6 g Polyether Polyol (Bayer® Multranol® 3901)

38 1 .5 g Dibutyltin Dilaurate (T 12)

Example 1 17

B-side :

40.0 g Transesterified polyol formed as in Example 81

10 . 0 g Polyether Polyol (Bayer® Multranol® 9 196)

0.4 g Dibutyltin Dilaurate (T12)

A-side :

20.0 g Modified monomeric MDI (Mondur® MA-2903)

80.0 g Mondur® MR Light

The B-side was combined with the A-side in a ratio of 82 parts A-side to 100 parts B-

side.

Example 118

B-side :

40.0 g Transesterified polyol formed as in Example 101

0 . 1 g Dibutyltin Dilaurate (T 12)

1.5 g Dipropylene glycol

10.0 g Polyether Polyol (Bayer® Multranol® 3901)

0.4 g Air Products DBU® = urethane catalyst
(1,8 Diazabicyclo [5.4.0])

A-side : Modified monomeric MDI (Mondur® MA-2903)

52

The B-side was combined with the A-side in a ratio of 72 parts A-side to 100 parts B-

side.

Example 119

B-side :

50.0 g
0.5 g
2.0 g
20.0 g

A-side:

20 % Modified monomeric MDI (Mondur® MA-2903)

80 % Mondur® MR Light

The B-side was combined with the A-side in a ratio of 88 parts A-side to 100 parts B-

side.

Example 20

B-Si4e:

50.0 g
20.0 g
0.5 g
2.0 g

A-gide:

20 g Modified monomeric MDI (Mondur® MA-2903)

80 g Mondur® MR Light

Example 121 (Water blown TDI seating-type foam)

Transestenfied polyol formed as in Example 81

Dibutyltin Dilaurate (T12)

Butanediol

Polyether Polyol (Bayer® Multranol® 9196)

Transesterified polyol formed as in Example 81
Polyether Polyol (Bayer® Multranol® 9196)
Dibutyltin Dilaurate (T12)
Dipropylene Glycol

B-side : 50.0 g Transesterified blown soy oil

50.0 g Conventional polyol

(3 Functional, 28 OH, 6000 Molecular weight,
1100 viscosity)

0.8 g Non-acid blocked Dibutyltin dilaurate catalyst

0.8 g Flexible blowing catalyst

(Bis(N,N, dimethylaminoethyl)ether),

53

1.0 g Flexible foam silicon surfactant

1.0 g Water

A-side : 2,4-Toluene Diisocyanate (TDI)

5

The B-side was combined with the A-side in a ratio of 40 parts A-side to 100 parts B-

side.

Example 122 - (Hydrocarbon blown TDI seating-type foam)

B-side:

50.0 g

Transesterified blown soy oil

10

50.0 g

Conventional polyol

(3 Functional, 28 OH, 6000 Molecular weight,

1100 viscosity)

0.8 g

Non-acid blocked Dibutyltin Dilaurate catalyst

0.8 g

Flexible blowing catalyst

15

(B is (N , N , dimethy laminoethy l)ether)

1.0 g

Flexible foam silicone surfactant

Si?

4.0 g

Cyclopentane, or other suitable blowing agents

20

A-side:

2,4-Toluene Diisocyanate (TDI)

The B-side was combined with the A-side in a ratio of 40 parts A-side to 100 parts B-

side.

Example 123 (Water blown MDI seating-tvpe foanri

is

B-side:

100.0 g

Transesterified blown soy oil

1.0 g

Flexible foam surfactant

1.6 g

Non-acid blocked Dibutyltin Dilaurate catalyst

3.0 g

Water

A-side:

100%

Isocyanate terminated PPG (polypropylene ether

30

glycol) Prepolymer (19% NCO, 400 Viscosity, 221

Equivalent weight, 2 Functional)

The B-side was combined with the A-side in a ratio of 65 parts A-side to 100 parts B-

side.

35 Example 124 - (Hydrocarbon blown MDI seating-type foam)

B-side : 100.0 g Transesterified blown soy oil

1.0 g Flexible foam surfactant

54

1.6 g Non-acid blocked Dibutyltin Dilaurate catalyst

6.0 g Cyclopentane, or other suitable blowing agent

A-side : 100% Isocyanate terminated PPG (polypropylene ether

5 glycol) Prepolymer (19% NCO, 400 Viscosity, 221

Equivalent weight, 2 Functional)

The B-side was combined with the A-side in a ratio of 65 parts A-side to 100 parts B-

side.

10 Example 125 (Water blown higher rebound MDI searing-type foam)

B-side:

50.0 g

Transesterified blown soy oil

50.0 g

Conventional polyol (3-functional, 28 OH,

6000 molecular weight, 1 100 viscosity)

1.0 g

Flexible foam surfactant

15

jazz.

0.3 g

Non-acid blocked Dibutyltin Dilaurate catalyst

0.4 g

Non-acid blocked Alkyltin mercaptide catalyst

3.0 g

Water

A-side:

100%

Isocyanate terminated PPG

rl°

(polypropylene ether glycol) Prepolymer

(19% NCO, 400 Viscosity, 221 Equivalent weight,

2 Functional)

The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

M25

side.

Example 126 (Hydrocarbon blown higher rebound MDT searing-type foam)

B-side:

50.0 g

Transesterified blown soy oil

50.0 g

Conventional polyol (3 Functional, 28 OH,

30

6000 Molecular weight, 1100 Viscosity)

1.0 g

Flexible foam surfactant

0.3 g

Non-acid blocked Dibutyltin Dilaurate catalyst

0.4 g

Non-acid blocked Alkyltin mercaptide catalyst

35

6.0 g

Cyclopentane, or other suitable blowing agents

A-side:

100%

Isocyanate terminated PPG (polypropylene ether

glycol) Prepolymer (19% NCO, 400 Viscosity,
221 Equivalent weight, 2 Functional)

40 The B-side was combined with the A-side in a ratio of 62 parts A-side to 100 parts B-

side.

55

= 20

Example 127 (Water blown lightweight rigid urethane material)

B-side : 50.0 g Transesterified blown soy oil

1.2 g Non-acid blocked Dibutyltin Dilaurate catalyst

1.0 g Water

5

A-side : 100% Polymeric MDI (Methylenebisdipenyl diisocyanate)

(31.9% NCO, 200 Viscosity,
132 Equivalent weight, 2.8 Functional)

10 The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

side.

Example 128 (Hydrocarbon blown lightweight rigid urethane material)

B-side : 100.0 g Transesterified blown soy oil

1 .2 g Non-acid blocked Dibutyltin Dilaurate catalyst

□5 3.0 g Cyclopentane, or other suitable blowing agents

A-side : 100% Polymeric MDI (Methylenebisdipenyl diisocyanate)

% (31.9% NCO, 200 Viscosity,

132 Equivalent weight, 2.8 Functional)

The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

side.

Example 129 (Dense rigid urethane material)

"25 B-side : 100.0 g Transesterified blown soy oil

1 .2 g Non-acid blocked Dibutyltin Dilaurate catalyst

A-side : 100% Polymeric MDI (Methylenebisdipenyl diisocyanate)

(31.9% NCO, 200 Viscosity,
30 132 Equivalent weight, 2.8 Functional)

The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

side.

Example 130 (Very dense rigid urethane material)

35 B-side : 100.0 g Transesterified blown soy oil

1.2 g Non-acid blocked Dibutyltin Dilaurate catalyst

56

A-side : 100% Polymeric MDI (Methylenebisdipenyl diisocyanate)

(31.9% NCO, 200 Viscosity,
132 Equivalent weight, 2.8 Functional)

The B-side was combined with the A-side in a ratio of 1 10 parts A-side to 100 parts B-

5 side.

Example 131 (Semi-flexible carpet backing material)

B-side : 80.0 g Transesterified blown soy oil

20.0 g Conventional polyol (2 Functional, 28 OH,

4000 Molecular weight, 820 Viscosity)
10 0.2 g Non-acid blocked Dibutyltin Dilaurate catalyst

0.5 g Non-acid blocked Alkyltin mercaptide catalyst

4 . 0 g Dipropylene glycol

A-side : 100% Monomeric MDI

Sf5 (methylenebisdiphenyl diisocyanate) (23% NCO,

y :f 500 Viscosity, 183 Equivalent weight, 2 Functional)

]« The B-side was combined with the A-side in a ratio of 45 parts A-side to 100 parts B-

,1 side.

-20 Example 132 (Semi-flexible carpet backing material)

'SI B-side : 80.0 g Blown soy oil

20.0 g Conventional polyol (2 Functional, 28 OH,

4000 Molecular weight, 820 Viscosity)

0.2 g Non-acid blocked Dibutyltin Dilaurate catalyst

25 0.5 g Non-acid blocked Alkyltin mercaptide catalyst

4.0 g Dipropylene glycol

A-side : 50% 4,4-MDI (methylenebisdiphenyl diisocyanate)

Isocyanate

30 50% 2,4-MDI (methylenebisdiphenyl

diisocyanate)Isocyanate mixture (33.6% NCO, 10
Viscosity, 125 Equivalent weight, 2 Functional)

The B-side was combined with the A-side in a ratio of 34 parts A-side to 100 parts B-

35 side.

57

10

Example 133 (Flexible carpet padding material)

B-side : 85.0 g Transesterified blown soy oil

7.5 g Conventional polyol (3 Functional, 28 OH,

4000 Molecular weight, 1100 Viscosity)
7.5 g Conventional polyol (4 Functional, 395 OH,

568 Molecular weight, 8800 Viscosity)
0. 1 g Non-acid blocked Dibutyltin Dilaurate catalyst

0.2 g Non-acid blocked Alkyltin mercaptide catalyst

2.0 g Dipropylene glycol

A-side : 100% Isocyanate terminated PPG (polypropylene ether

glycol) Prepolymer (19% NCO, 400 Viscosity,
221 Equivalent weight, 2 Functional)

15

The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

O side.

Y s Example 134 (Fast-set hard skin coating material)

Pi" B-side : 100.0 g Transesterified blown soy oil

t|0 1 .0 g Flexible foam surfactant

fij 0.8 g Non-acid blocked Dibutyltin Dilaurate catalyst

s 0.8 g Fast acting Amicure DBU®

O (Bicyclic Amidine) catalyst

145 A-side : 100% Isocyanate terminated PPG (polypropylene ether

^ glycol) Prepolymer (19% NCO, 400 Viscosity,

221 Equivalent weight, 2 Functional)

The B-side was combined with the A-side in a ratio of 68 parts A-side to 100 parts B-

30 side.

Example 135 (Wood molding substitute material)

B-side : 100.0 g Transesterified blown soy oil

2.0 g Trimethylolpropane

1.0 g Non-acid blocked Dibutyltin Dilaurate catalyst

35

A-side : 100% Polymeric MDI (methylenebisdiphenyl diisocyanate)

(31.9% NCO, 200 Viscosity,
132 Equivalent weight, 2.8 Functional)

58

The B-side was combined with the A-side in a ratio of 80 parts A-side to 100 parts B-

side.

Example 136 (Semi-rigid floral foam type material)

B-side : 100.0 g Transesterified blown soy oil

5 0.5 g Non-acid blocked Dibutyltin Dilaurate catalyst

0.5 g Fast acting Amicure DBU

(Bicyclic amidine) catalyst
5.0 g Water

10 A-side : 100% Polymeric MDI (methylenebisdiphenyl diisocyanate)

(31.9% NCO, 200 Viscosity,
132 Equivalent weight, 2.8 Functional)

The B-side was combined with the A-side in a ratio of 70 parts A-side to 100 parts B-

P5 side. A colorant (green) may be added if desired.

v ;:f While vegetable oil based transesterified polyols are preferred in urethane production, an

t=js:r.

p:* alternative embodiment of the present invention includes a cellular material that is the reaction
flj product of an A-side and a B-side, where the A-side is comprised of a diisocyanate and the B-
Q side comprises a vegetable oil, a cross-linking agent comprised of a multi-functional alcohol,
120 and a catalyst. This alternative further comprises a method for preparing a cellular material
;==f comprising the reactive product of an A-side comprised of a prepolymer diisocyanate and a B-
side. The B-side comprises a first vegetable oil, a cross-linking agent comprised of a multi-
functional alcohol, a catalyst, and a blowing agent.

Yet another aspect of this alternative invention is a method of preparing a cellular
25 material comprising the steps of combining an A-side material with a B-side material. The A-
side comprises a diisocyanate and the B-side material comprises a vegetable oil, a cross-linking
agent comprised of a multi-functional alcohol, a catalyst, and a blowing agent.

59

There are several methods of application and production available for either the vegetable
oil based transesterified polyol application or the alternative non-transesterified polyol
application to carpeting material for use as a pre-coat carpet backing.

The above description is considered that of the preferred embodiments only.
5 Modifications of the invention will occur to those skilled in the art and to those who make or use
the invention. Therefore, it is understood that the embodiments shown in the drawings and
described above are merely for illustrative purposes and not intended to limit the scope of the
invention, which is defined by the following claims as interpreted according to the principles of
patent law, including the doctrine of equivalents.

AO

60